Amino acid derived sulfonamide hydroxamates as inhibitors of procollagen C-proteinase. Part 2: Solid-phase optimization of side chains

Optimization of the amino acid side chain and the N-alkyl group of the sulfonamide of amino acid derived sulfonamide hydroxamates is discussed. The solid-phase synthesis of these potent inhibitors of procollagen C-proteinase (PCP) is presented. In addition, novel carboxylic acid sulfonamides were di...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 2002-04, Vol.12 (8), p.1233-1235
Main Authors: DANKWARDT, Sharon M, ABBOT, Sarah C, BROKA, Chris A, MARTIN, Robert L, CHAN, Christine S, SPRINGMAN, Eric B, VAN WART, Harold E, WALKER, Keith A. M
Format: Article
Language:English
Subjects:
Amino Acids - chemistry
Biological and medical sciences
Bone Morphogenetic Protein 1
Bone Morphogenetic Proteins - antagonists & inhibitors
Bones, joints and connective tissue. Antiinflammatory agents
Hydroxamic Acids - chemical synthesis
Hydroxamic Acids - chemistry
Hydroxamic Acids - pharmacology
Medical sciences
Metalloendopeptidases - antagonists & inhibitors
Pharmacology. Drug treatments
Protease Inhibitors - chemical synthesis
Protease Inhibitors - chemistry
Protease Inhibitors - pharmacology
Structure-Activity Relationship
Sulfonamides - chemistry
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Summary:Optimization of the amino acid side chain and the N-alkyl group of the sulfonamide of amino acid derived sulfonamide hydroxamates is discussed. The solid-phase synthesis of these potent inhibitors of procollagen C-proteinase (PCP) is presented. In addition, novel carboxylic acid sulfonamides were discovered to be PCP inhibitors.
ISSN:0960-894X
1464-3405
DOI:10.1016/S0960-894X(02)00117-8